7-exo-(hydroxymethyl)-α-3,4-epoxy-3,7-dimethylbicyclo<4.1.0>heptan-2-one benzyl ether

Base Information

Chemical Name:7-exo-(hydroxymethyl)-α-3,4-epoxy-3,7-dimethylbicyclo<4.1.0>heptan-2-one benzyl ether
CAS No.:143143-72-0
Molecular Formula:C₁₇H₂₀O₃
Molecular Weight:272.344
Hs Code.:

Synonyms:7-exo-(hydroxymethyl)-α-3,4-epoxy-3,7-dimethylbicyclo<4.1.0>heptan-2-one benzyl ether

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Chemical Property of 7-exo-(hydroxymethyl)-α-3,4-epoxy-3,7-dimethylbicyclo<4.1.0>heptan-2-one benzyl ether

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Technology Process of 7-exo-(hydroxymethyl)-α-3,4-epoxy-3,7-dimethylbicyclo<4.1.0>heptan-2-one benzyl ether

There total 3 articles about 7-exo-(hydroxymethyl)-α-3,4-epoxy-3,7-dimethylbicyclo<4.1.0>heptan-2-one benzyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 42.2%

: 100-39-0
benzyl bromide

: 143143-92-4,143234-70-2
(1R,3S,5S,7S)-8-Hydroxymethyl-3,8-dimethyl-4-oxa-tricyclo[5.1.0.0^3,5]octan-2-one

: 143143-73-1
(1R,2S,5R,6S,8S)-6-Benzyloxy-2,5-dimethyl-4-oxa-tricyclo[3.3.1.0^2,8]nonan-9-one

: 143143-72-0
7-exo-(hydroxymethyl)-α-3,4-epoxy-3,7-dimethylbicyclo<4.1.0>heptan-2-one benzyl ether

: 143143-74-2
(1S,2S,5R,6S,8R)-6-Benzyloxy-2,6-dimethyl-4-oxa-tricyclo[3.3.1.0^2,8]nonan-7-one

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 3h;
DOI:10.1021/jo00046a017

Reference yield:

: 39903-97-4
(S)-carvone oxide

: 143143-72-0
7-exo-(hydroxymethyl)-α-3,4-epoxy-3,7-dimethylbicyclo<4.1.0>heptan-2-one benzyl ether

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / m-CPBA / CH₂Cl₂ / 6 h

2: t-BuOK / 2-methyl-propan-2-ol / 5 h / 20 °C / <20 deg C

3: 42.2 percent / NaH, n-Bu₄NI / tetrahydrofuran / 3 h

With potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo00046a017

Reference yield:

: 121078-47-5,143234-67-7,143234-71-3
carvone diepoxide

: 143143-72-0
7-exo-(hydroxymethyl)-α-3,4-epoxy-3,7-dimethylbicyclo<4.1.0>heptan-2-one benzyl ether

Guidance literature:: Multi-step reaction with 2 steps

1: t-BuOK / 2-methyl-propan-2-ol / 5 h / 20 °C / <20 deg C

2: 42.2 percent / NaH, n-Bu₄NI / tetrahydrofuran / 3 h

With potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/jo00046a017